Synthesis and stereochemistry of #beta#-aryl-#beta#-haloacroleins: useful intermediates for the preparation of (Z) and (E)-2-en-4-yne-carbaldehydes and for the synthesis of rubrolides

摘要

The synthesis of #alpha#-substituted #beta#-aryl-#beta#-haloacroleins by two different pathways is presented. The determination of their stereochemistry by NOE experiments is reported for the first time. Furthermore, we describe the preparation of 2-en-4-ynecarbaldehydes and access to rubrolide derivatives from #beta#-aryl-#beta#-haloacroleins.